title: Invasion inhibitors of human fibrosarcoma HT 1080 cells from the rhizomes of Zingiber cassumunar: structures of phenylbutanoids, cassumunols.
abstract: The methanolic extract and its EtOAc-soluble fraction from the rhizomes of Zingiber cassumunar inhibited invasion of human fibrosarcoma HT 1080 cells. From the EtOAc-soluble fraction, eight new phenylbutanoids, cassumunols A-H, were isolated together with 30 known constituents. The structures of new phenylbutanoids were elucidated on the basis of chemical and physicochemical evidence. Principal constituents were examined the inhibitory effects on the invasion of HT 1080 cells. Among them, phlain I and III, (E)-1-(3,4-dimethoxyphenyl)buta-1,3-diene, (E)-1-(2,4,5-trimethoxyphenyl)buta-1,3-diene, and (-)-β-sesquiphellandrene showed anti-invasion effects. Interestingly, (E)-1-(2,4,5-trimethoxyphenyl)buta-1,3-diene [inhibition (%) 46.8 ± 7.2 (p<0.05) at 30 µM] significantly inhibited the invasion, and only a weak cytotoxic effect was observed.
authors.affiliation: Kyoto Pharmaceutical University, Kyoto, Japan.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Matsuda
authors.forename: Seikou
authors.initials: S
authors.lastname: Nakamura
authors.forename: Junko
authors.initials: J
authors.lastname: Iwami
authors.forename: Xuezheng
authors.initials: X
authors.lastname: Li
authors.forename: Yutana
authors.initials: Y
authors.lastname: Pongpiriyadacha
authors.forename: Megumi
authors.initials: M
authors.lastname: Nakai
authors.forename: Miwa
authors.initials: M
authors.lastname: Kubo
authors.forename: Yoshiyasu
authors.initials: Y
authors.lastname: Fukuyama
authors.forename: Masayuki
authors.initials: M
authors.lastname: Yoshikawa
mesh_terms: D000440:Butanols / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D045744:Cell Line, Tumor; D005354:Fibrosarcoma / Q000188:drug therapy; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009361:Neoplasm Invasiveness / Q000517:prevention & control; D009372:Neoplasms, Connective Tissue / Q000188:drug therapy; D010936:Plant Extracts / Q000737:chemistry* / Q000627:therapeutic use / Q000633:toxicity; D027343:Rhizome / Q000737:chemistry; D030521:Zingiberaceae / Q000737:chemistry*
chemical_list: D000440:Butanols; D010936:Plant Extracts